Merck
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I5879

Sigma-Aldrich

3-Isobutyl-1-methylxanthine

≥99% (HPLC), powder

Synonym(s):
3-Isobutyl-1-methyl-2,6(1H,3H)-purinedione, IBMX, 1-Methyl-3-isobutylxanthine, 3,7-Dihydro-1-methyl-3-(2-methylpropyl)-1H-purine-2,6-dione
Empirical Formula (Hill Notation):
C10H14N4O2
CAS Number:
Molecular Weight:
222.24
Beilstein:
247859
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

200

teor

≥99% (HPLC)

forma

powder

cor

white to off-white

pf

200-201 °C (lit.)

solubilidade

DMSO: 1 M (with gentle warming)
ethanol: 10 mg/mL

temperatura de armazenamento

−20°C

SMILES string

CC(C)CN1C(=O)N(C)C(=O)c2[nH]cnc12

InChI

1S/C10H14N4O2/c1-6(2)4-14-8-7(11-5-12-8)9(15)13(3)10(14)16/h5-6H,4H2,1-3H3,(H,11,12)

InChI key

APIXJSLKIYYUKG-UHFFFAOYSA-N

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Descrição geral

3-isobutyl-1-methylxanthine/IBMX is a non-selective, non-specific inhibitor of cAMP and cGMP phosphodiesterases. IBMX can induce melanogenesis, and can be used as a positive control in melanogenesis research. In oocyte research, IBMX assists in maintaining the germinal vesicle (GV) arrest of prophase I oocytes.

Aplicação

3-Isobutyl-1-methylxanthine has been used:
  • in the differentiation of mesenchymal stem cells (MSC)
  • as a culture medium supplement for inducing adipogenic differentiation
  • as a supplement in Krebs-Ringer buffer with HEPES (KRBH) solution for inducing glucose-stimulated insulin secretion (GSIS)
  • in the characterization of adipose-derived mesenchymal stem cells
  • in cyclic adenosine monophosphate (cAMP) assay
  • in phosphodiesterase (PDE) inhibition

Embalagem

1, 5 g in poly bottle
100 mg in poly bottle
250 mg in poly tube

Ações bioquímicas/fisiológicas

The increase in cAMP level as a result of phosphodiesterase inhibition by IBMX activates PKA, leading to decreased proliferation, increased differentiation, and induction of apoptosis. IBMX inhibits phenylephrine-induced release of 5-hydroxytryptamine from neuroendocrine epithelial cells of the airway mucosa (IC50: 1.3 μM). IBMX also serves as an adenosine receptor antagonist. IBMX has been shown to inhibit ion channels in the neuromuscular junction, GH3 cells, and vascular smooth muscle cells. IBMX induces calcium release from intracellular stores in sensory neurons.

Código de classe de armazenamento

11 - Combustible Solids

WGK

WGK 3

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Protocols

Protocol Guide: Expansion and Differentiation of Human Mesenchymal Stem Cells using TrueGel3D® HTS Hydrogel Plates

Learn how to culture human adipose mesenchymal stem cells (MSCs) in 3D hydrogels like the TrueGel3D® Hydrogel Plate using this step-by-step protocol for high-throughput screening cell culture applications.

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